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An efficient synthesis of 9-anthrone lactone derivatives via the Knoevenagel condensation and intramolecular cyclization
Authors:Weiqiang Tan  Jifang Zheng  Jing Guan  Xiuzhi Zhan  Liming Gao  Lili Lyu  Bin Shan  Qipeng Yang  Mingliang Ma  Yan Xia
Affiliation:1. School of Environmental and Municipal Engineering, Qingdao University of Technology, Qingdao, China;2. Research Institute of Functional Materials, School of Civil Engineering, Qingdao University of Technology, Qingdao, China;3. School of Environmental and Municipal Engineering, Qingdao University of Technology, Qingdao, China

Key Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Qingdao, People's Republic of China

Abstract:One-step synthesis of 9-anthrone lactone derivatives from 1-acetyloxyanthraquinone with a variety of dicarbonyl substrates in the presence of K2CO3 by Knovenagel condensation and intramolecular cyclization is developed. Possible reaction mechanisms have been investigated using the density functional theory (DFT), which has been widely used in the study of reaction mechanism. The strategy could be useful for the synthesis of the core structure of marine natural product aspergiolide.
Keywords:
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